3-Chloro-4-fluoroaniline → HCID 66759500, compound

HRID 1960719Notes

Reaction equation

HRID 1960719 reaction equation
Cl[C:2]1[N:7]=[C:6](Cl)[C:5](F)=[CH:4][N:3]=1.[Cl:10][C:11]1[CH:12]=[C:13]([CH:15]=[CH:16][C:17]=1[F:18])[NH2:14]>>[Cl:10][C:11]1[CH:12]=[C:13]([NH:14][C:2]2[N:7]=[C:6]([NH:14][C:13]3[CH:15]=[CH:16][C:17]([F:18])=[C:11]([Cl:10])[CH:12]=3)[CH:5]=[CH:4][N:3]=2)[CH:15]=[CH:16][C:17]=1[F:18]

Participants

3

Procedure

In like manner to the preparation of N2,N4-bis(3-hydroxyphenyl)-5-fluoro-2,4-pyrimidinediamine, 2,4-dichloro-5-fluoropyrimidine and 3-chloro-4-fluoroaniline were reacted to produce N2,N4-bis(3-chloro-4-fluorophenyl)-2,4-pyrimidinediamine. 1H NMR (DMSO-d6): δ 9.58 (s, 1H), 9.48 (s, 1H), 8.17 (d, 1H, J=4.1 Hz), 7.94-7.90 (m, 2H), 7.73-7.67 (m, 1H), 7.51-7.45 (m, 1H), 7.38 (t, 1H, J=8.8 Hz), 7.26 (t, 1H, J=8.8 Hz); LCMS: ret. time: 27.83 min.; purity: 99%; MS (m/e): 386 (MH+).

Workup

  1. customwere reacted

Sources & evidence

ORD record
ord-1ceadda8752d46b08059c107f352f8ea
Source dataset
uspto-grants-2013_04
Patent number
US08410266B2

Reaction notes

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